ChemFOnt: Showing chemical card for 6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000130973)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 22:00:46 UTC

Chemfont ID

CFc000130973

Molecule Identification

Common Name

6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid belongs to the class of organic compounds known as isoflavanones. These are polycyclic compounds containing an isoflavan skeleton which bears a ketone at position C4. Based on a literature review very few articles have been published on 6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₆H₂₈O₁₃

Average Molecular Weight

548.497

Monoisotopic Molecular Weight

548.152990962

IUPAC Name

6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-2,3-dihydro-1-benzopyran-3-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1(C)OC1CC1=C(O)C2=C(OCC(C2=O)C2=C(OC3OC(C(O)C(O)C3O)C(O)=O)C=C(O)C=C2)C=C1O

InChI Identifier

InChI=1S/C26H28O13/c1-26(2)16(39-26)6-11-13(28)7-15-17(18(11)29)19(30)12(8-36-15)10-4-3-9(27)5-14(10)37-25-22(33)20(31)21(32)23(38-25)24(34)35/h3-5,7,12,16,20-23,25,27-29,31-33H,6,8H2,1-2H3,(H,34,35)

InChI Key

URGYBACRZPSEPZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavanones. These are polycyclic compounds containing an isoflavan skeleton which bears a ketone at position C4.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflavans

Direct Parent

Isoflavanones

Alternative Parents

Substituents

Hydroxyisoflavonoid
Isoflavanol
Isoflavanone
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Chromone
Glycosyl compound
O-glycosyl compound
Chromane
Benzopyran
1-benzopyran
Phenoxy compound
Aryl alkyl ketone
Aryl ketone
Phenol ether
Phenol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Beta-hydroxy acid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Oxane
Pyran
Monosaccharide
Monocyclic benzene moiety
Hydroxy acid
Vinylogous acid
Secondary alcohol
Ketone
Polyol
Monocarboxylic acid or derivatives
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Ether
Oxirane
Dialkyl ether
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.26 g/L	ALOGPS
logP	1.73	ALOGPS
logP	1.23	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	3.01	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	215.97 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	128.75 m³·mol⁻¹	ChemAxon
Polarizability	53.45 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0150564

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000130973)

MOL for CFc000130973 (6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000130973 (6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000130973 (6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000130973 (6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000130973 (6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000130973 (6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000130973 (6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000130973 (6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000130973 (6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000130973 (6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)